Abstract

The vinyl interchange reaction of vinyl acetate and acids stronger than acetic, catalyzed by mercuric salts, has been studied. Some new organo-mercurial compounds have been synthesized. Comparing the NMR spectra of these compounds with the spectrum of a vinyl interchange reaction mixture, it could be shown that the formation of an organo-mercurial compound is the intermediate step in this reaction. A mechanism which can interpret the experimentally observed character of the reaction has been proposed. The formation of ethylidine diesters among the vinyl interchange reaction products was found to be due to the direct addition reaction of the acids to vinyl acetate catalyzed by acids.

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